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Issue 26, 2017
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Diastereoselective [3 + 2] cycloaddition of 3-ylideneoxindoles with in situ generated CF2HCHN2: syntheses of CF2H-containing spirooxindoles

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Abstract

An efficient [3 + 2] cycloaddition of 3-ylideneoxindoles with in situ generated CF2HCHN2 for the syntheses of spirooxindoles has been developed. This methodology gives access to a range of relatively complex spirooxindoles featuring a CF2H group and three contiguous stereogenic centers in up to 84% yield and 99 : 1 trans/cis.

Graphical abstract: Diastereoselective [3 + 2] cycloaddition of 3-ylideneoxindoles with in situ generated CF2HCHN2: syntheses of CF2H-containing spirooxindoles

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Publication details

The article was received on 23 May 2017, accepted on 13 Jun 2017 and first published on 13 Jun 2017


Article type: Paper
DOI: 10.1039/C7OB01266G
Citation: Org. Biomol. Chem., 2017,15, 5571-5578
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    Diastereoselective [3 + 2] cycloaddition of 3-ylideneoxindoles with in situ generated CF2HCHN2: syntheses of CF2H-containing spirooxindoles

    W. Han, J. Zhao, J. Wang, G. Xiang, D. Zhang, M. Bai, B. Cui, N. Wan and Y. Chen, Org. Biomol. Chem., 2017, 15, 5571
    DOI: 10.1039/C7OB01266G

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